Trifluoroacetic acid → HCID 70896153, compound

Participants

Reaction Conditions

Reaction Steps

Trifluoroacetic acid (0.90 mL, 12 mmol) was added to 1′-(2-(tert-butylamino)quinoline-7-carbonyl)-1-isopropyl-4,6-dihydrospiro[indazole-5,4′-piperidin]-7(1H)-one (50 mg, 0.11 mmol). The reaction was heated to 70° C. for 3 hours, then cooled to room temperature and left stirring overnight. The reaction was concentrated to dryness and purification by reversed-phase HPLC gave the title compound (41 mg, 93%). +ESI (M+H) 418.2; HPLC retention time 2.11 minutes (Method A). 1H NMR (500 MHz, CD3OD, δ) 8.36 (d, J=9.27 Hz, 1 H), 7.97 (d, J=8.05 Hz, 1 H), 7.66 (s, 1 H), 7.53 (dd, J=8.17, 1.34 Hz, 1 H), 7.44 (s, 1 H), 7.12 (d, J=9.27 Hz, 1 H), 5.39 (quint, J=13.23, 6.68 Hz, 1 H), 3.91 (br. s., 1 H), 3.76 (br. s., 1 H), 3.46 (br. s., 2 H), 2.92 (s, 2 H), 2.67 (d, J=7.81 Hz, 2 H), 1.74 (br. s., 2 H), 1.59 (br. s., 2 H), 1.43 (br. s., 6 H).

Provenance & Evidence